2005
DOI: 10.1016/j.jphotobiol.2004.11.011
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Photoinduced electron transfer between cytochrome c and a novel 1,4,5,8-naphthalenetetracarboxylic diimide with amphiphilic character

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Cited by 8 publications
(4 citation statements)
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“…These results show that PPDI has affinity to positive micelles, but not to negative micelles, as would be expected if the electrostatic factors were dominant, since the imide bears negatively charged phosphonate groups. Similar trends have been observed for the effect of CTAB and SDS micelles on PNDI (Chart 1) and other 1,4,5,8-naphthalenetetracarboxylic diimides 4 (A) Absorption spectra of PPDI (5 × 10 -6 M) in water (solid line) and in the presence of 0.1 mM CTAB (dotted line) and 10 mM CTAB (dashed line).…”
Section: Resultssupporting
confidence: 71%
See 1 more Smart Citation
“…These results show that PPDI has affinity to positive micelles, but not to negative micelles, as would be expected if the electrostatic factors were dominant, since the imide bears negatively charged phosphonate groups. Similar trends have been observed for the effect of CTAB and SDS micelles on PNDI (Chart 1) and other 1,4,5,8-naphthalenetetracarboxylic diimides 4 (A) Absorption spectra of PPDI (5 × 10 -6 M) in water (solid line) and in the presence of 0.1 mM CTAB (dotted line) and 10 mM CTAB (dashed line).…”
Section: Resultssupporting
confidence: 71%
“…Similar trends have been observed for the effect of CTAB and SDS micelles on PNDI (Chart 1) and other 1,4,5,8-naphthalenetetracarboxylic diimides. 23 Curiously, the presence of CTAB in low concentrations (1 × 10 -4 M) induced a higher aggregation state of PPDI (Figure 4A), in contrast to that observed in high CTAB concentrations. Considering that the critical micelle concentration (CMC) reported for CTAB is 9 × 10 -4 M, 24 it seems that the observed phenomenon occurred at sub-CMC concentrations, probably due to the [CTAB] (M): 0 (curve 1); 1.0 × 10 -5 M (curve 2); 2.5 × 10 -5 (curve 3); 1.5 × 10 -4 (curve 4); 1.0 × 10 -3 (curve 5); 3.9 × 10 -3 (curve 6); 1.0 × 10 -2 (curve 7).…”
Section: Resultsmentioning
confidence: 82%
“…However, these distances are somewhat longer than the average value of 1.365 Å in the related Nalkyl-4-amidonaphthalimide derivatives, but compare somewhat more closely with the values of 1.4088 (19) and 1.376 (4) Å found for the two other reported 4-piperidinonaphthalimides (McAdam et al, 2003(McAdam et al, , 2005. Naphthalimide compounds are well known to aggregate through -stacking interactions in the solid state (McAdam et al, 2000;Sarma et al, 2007;Reger et al, 2005) and this often results in poor solubility and difficulty in obtaining crystalline materials (Keeling et al, 2003;Figueiredo et al, 2005). Offset interactions are major contributors to the packing in both (I) and (II).…”
Section: Figuresupporting
confidence: 66%
“…In parallel, the photo-induced redox process involving heme proteins has been described in the literature using dyes and aromatic compounds as sensitizers. [15][16][17][18][19][20] These reactions exhibit interesting mechanisms and could also be feasible in practical applications. As an example, the aromatic imide, N,N9-bis (2-phosphonoethyl)-1,4,5,8-naphthalenetetracarboxylic diimide (PNDI), self-assembled with cytochrome c as a thin film on the a Centro Interdisciplinar de Investigac ¸a ˜o Bioquı ´mica CIIB Universidade de Mogi das Cruzes UMC, Mogi das Cruzes-SP, Brazil b Grupo de Nanoestruturas para Biologia e Materiais Avanc ¸ados (NanoBioMAv), Centro de Cie ˆncias Naturais e Humanas, Universidade Federal do ABC, Santo Andre ´-SP, Brazil.…”
Section: Introductionmentioning
confidence: 99%